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Cabo San Lucas

$75+ Cheap flights from Chicago (CHI) to Cabo San Lucas, Mexico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJD
Nov 23 — Nov 301
Sat 11/23
Sat 11/30
1 adult, Economy
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The best prices from Chicago to Cabo San Lucas are usually found in July or August, booked 34 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap flight deals from Chicago to Cabo San Lucas

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Cabo San Lucas (C4B). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 18, 2024.

Popular in

December

Cheapest in

July

Round-trip from

$209
(Mytrip)

One-way from

$75
(Mytrip)
High demand for flights, 23% potential price rise
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Best time to find cheap flights, 10% potential price drop
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From Chicago (CHI) to Cabo San Lucas
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One-way flight from Chicago (CHI) to Cabo San Lucas
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Find flight deals from Chicago to Cabo San Lucas

Cheapest flights from Chicago to Cabo San Lucas
Explore the most affordable flight options available from Chicago to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 18, 2024.

This Mytrip deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/295:40 pmORD - SJD
1 stop16h 40mMultiple Airlines
Mon 12/28:19 pmSJD - ORD
2 stops16h 56mMultiple Airlines
Deal found 11/17$384
This Viva deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/51:15 amORD - SJD
1 stop15h 00mViva
Tue 12/103:45 pmSJD - ORD
1 stop7h 00mViva
Deal found 11/17$396
This Mytrip deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/45:40 pmORD - SJD
2 stops27h 47mVolaris
Mon 12/94:10 pmSJD - ORD
2 stops11h 27mVolaris
Deal found 11/17$426
This American Airlines deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/109:05 amORD - SJD
1 stop6h 30mAmerican Airlines
Tue 12/172:29 pmSJD - ORD
1 stop13h 49mAmerican Airlines
Deal found 11/17$433
This Delta deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/106:00 amMDW - SJD
1 stop7h 26mDelta
Fri 12/136:04 amSJD - MDW
2 stops15h 02mDelta
Deal found 11/18$433
This United Airlines deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/115:45 amORD - SJD
1 stop9h 47mUnited Airlines
Tue 12/172:00 pmSJD - ORD
1 stop7h 44mUnited Airlines
Deal found 11/18$447
This Aeromexico deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/106:00 amMDW - SJD
1 stop7h 26mAeromexico
Wed 12/181:35 pmSJD - MDW
1 stop7h 31mAeromexico
Deal found 11/17$457
This Mytrip deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:55 pmMDW - SJD
1 stop12h 36mVolaris
Wed 12/114:10 pmSJD - MDW
2 stops15h 35mVolaris
Deal found 11/17$461
This Alaska Airlines deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/75:59 pmORD - SJD
2 stops22h 55mAlaska Airlines
Sat 12/147:59 pmSJD - ORD
2 stops20h 00mAlaska Airlines
Deal found 11/17$475
This Mytrip deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/57:55 pmMDW - SJD
1 stop12h 35mMultiple Airlines
Sun 12/84:10 pmSJD - MDW
2 stops15h 20mMultiple Airlines
Deal found 11/17$478
This Aeromexico deal was found by Cheapflights users on 11/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/315:40 amORD - SJD
1 stop7h 46mAeromexico
Thu 1/912:10 pmSJD - ORD
1 stop8h 48mAeromexico
Deal found 11/17$481
This Delta deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/105:40 amORD - SJD
1 stop7h 46mDelta
Tue 12/173:45 pmSJD - ORD
2 stops15h 34mDelta
Deal found 11/18$518

Find flights from Chicago to Cabo San Lucas within your budget

Customize your flight search to find flights from Chicago to Cabo San Lucas that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,669,981 searches. Data last updated November 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 1/30

6:23 am-7:22 pm

1 stop13h 59m

San José del Cabo Los Cabos

Wed 2/5

6:35 pm-4:08 pm

3 stops20h 33m

$383

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sun 2/16

7:55 pm-7:31 am

1 stop12h 36m

San José del Cabo Los Cabos

Sun 2/23

7:57 pm-8:10 am

1 stop11h 13m

$383

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 2/11

2:42 am-3:24 pm

2 stops13h 42m

San José del Cabo Los Cabos

Mon 2/17

3:02 pm-1:02 am

1 stop9h 00m

$386

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Thu 12/5

1:15 am-3:15 pm

1 stop15h 00m

San José del Cabo Los Cabos

Tue 12/10

3:45 pm-11:45 pm

1 stop7h 00m

$396

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 1/17

7:20 pm-7:31 am

1 stop13h 11m

San José del Cabo Los Cabos

Mon 1/20

3:45 pm-8:45 am

1 stop16h 00m

$397

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Fri 1/10

7:15 am-10:27 am

1 stop28h 12m

San José del Cabo Los Cabos

Sat 1/18

11:47 am-1:06 pm

2 stops24h 19m

$407

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 1/29

6:55 pm-6:49 pm

2 stops24h 54m

San José del Cabo Los Cabos

Tue 2/4

2:46 pm-1:07 pm

2 stops21h 21m

$427

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 12/10

9:05 am-2:35 pm

1 stop6h 30m

San José del Cabo Los Cabos

Tue 12/17

2:29 pm-5:18 am

1 stop13h 49m

$433

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Tue 12/10

6:00 am-12:26 pm

1 stop7h 26m

San José del Cabo Los Cabos

Fri 12/13

6:04 am-10:06 pm

2 stops15h 02m

$433

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Wed 12/11

5:45 am-2:32 pm

1 stop9h 47m

San José del Cabo Los Cabos

Tue 12/17

2:00 pm-10:44 pm

1 stop7h 44m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 27 results
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Best time to book a flight from Chicago to Cabo San Lucas

Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Cabo San Lucas

Get recent, data-driven insights about flights from Chicago to Cabo San Lucas including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Cabo San Lucas?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Cabo San Lucas. Price data was last updated on November 15, 2024.

Booking 34 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Cabo San Lucas. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Cabo San Lucas?

Currently, January is the cheapest month in which you can book a flight from Chicago to Cabo San Lucas (average of $438). Flying from Chicago to Cabo San Lucas in June is currently the most expensive (average of $548). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to C4B?

Find hourly flight availability from Chicago to Cabo San Lucas. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 18, 2024.

When flying from Chicago to Cabo San Lucas, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Cabo San Lucas?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Cabo San Lucas. Price data was last updated on January 14, 2024.

Travelers seeking maximum savings on their Chicago to Cabo San Lucas flight should consider departing on Sunday afternoons when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Cabo San Lucas

Explore weekly flight availability from Chicago to Cabo San Lucas. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 18, 2024.

The most flights from CHI to C4B are scheduled on a Saturday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Cabo San Lucas by month

Plan your trip to Cabo San Lucas by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Cabo San Lucas ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit Cabo San Lucas when rainfall is around 0.0 in.

Temperature in Cabo San Lucas by month

Plan your trip to Cabo San Lucas by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Cabo San Lucas, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

Reviews of airlines servicing Cabo San Lucas

Get insights into the airlines that provide service to Cabo San Lucas. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cabo San Lucas. Reviews last updated November 18, 2024.
Get a feel of what it's like to fly with Volaris, Viva and Delta from Chicago to Cabo San Lucas by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,022 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,022 reviews
Southwest
8.1
Very good
5,022 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,451 reviews
Southwest
8.1
Very good
5,022 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,766 reviews
Southwest
8.1
Very good
5,022 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Aeromexico
7.5
Good
2,009 reviews
Southwest
8.1
Very good
5,022 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,168 reviews
Southwest
8.1
Very good
5,022 reviews

Crew

8.7

Entertainment

7.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Chicago to Cabo San Lucas. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Cabo San Lucas one-way?

    One-way options have recently been found by users for as low as $76 on Viva. Other airlines that offer cheap prices include Volaris from $81 and Frontier from $149 one-way.

  • What are the most reliable airlines from Chicago to Cabo San Lucas?

    The top 3 most reliable airlines when flying from Chicago to Cabo San Lucas are American Airlines (97%), Emirates (87%) and United Airlines (87%).

  • What are the cheapest flights from Chicago to Cabo San Lucas?

    While on average a flight from Chicago to Cabo San Lucas is generally $901, our data shows the cheapest flight currently is $205. When looking at the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), you can expect to pay $243 for that flight.

  • Can I find deals for flights from Chicago to Cabo San Lucas that include hotel bookings?

    Yes. In addition to deals on Chicago to Cabo San Lucas flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Cabo San Lucas?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cabo San Lucas.

  • Can I find deals for business class flights from Chicago to Cabo San Lucas?

    Yes. Cheapflights offers flight deals from Chicago to Cabo San Lucas by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Cabo San Lucas?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Cabo San Lucas (average of $438). Flying from Chicago to Cabo San Lucas in June is currently the most expensive (average of $548). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from Chicago to Cabo San Lucas

Discover the top 6 airlines that operate flights from Chicago to Cabo San Lucas. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,669,981 searches. Data last updated November 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
VivaCheapest$273Average$347FlexibilityNo cancel feeOn-timeN/A
VolarisCheapest$324Average$399FlexibilityNo cancel feeOn-time79%
DeltaCheapest$367Average$660FlexibilityNo cancel feeOn-timeN/A
AeromexicoCheapest$392Average$568FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$402Average$650FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$404Average$573FlexibilityNo cancel feeOn-time71%
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